Synthetic methods for γ-lactam and pyrrole derivatives exploiting a three-component coupling strategy

被引:15
作者
Clique, B [1 ]
Anselme, C [1 ]
Otto, D [1 ]
Monteiro, N [1 ]
Balme, G [1 ]
机构
[1] Univ Lyon 1, Lab Chim Organ 1, CNRS, UMR 5181, F-69622 Villeurbanne, France
关键词
lactams; pyrroles; hydrogenation; rearrangement; aromatization;
D O I
10.1016/j.tetlet.2003.11.142
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
4-Aryloxymethyl-3-pyrrolines and their isomeric pyrrolidines-assembled via a one-pot, three-component coupling of propargylic amines, vinyl sulfones, and phenols-may be elaborated further to provide an easy access to 2,4-disubstituted pyrrole-3-carboxylates and 3,4-disubstituted pyrrolidin-2-ones. The latter were prepared by means of an unprecedented rearrangement process involving hydrogenolysis of 2-aryl pyrrolidine-3-carboxylates, whereas the pyrrole carboxylates arose from aromatization of the corresponding pyrrolines. (C) 2003 Published by Elsevier Ltd.
引用
收藏
页码:1195 / 1197
页数:3
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